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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

This sub-series contains letters to the C.C.F. and Shooting team. The whole collection of letters is relating to the School's success at Bisley in 1964.

This sub-series focusses on photographs of Oakham School 1st Shooting VIII, mostly during the 1950s and 1960s, as well as teams competing in the Ashburton Competition at Bisley.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

The School photograph of 1935, rolled.

Items are all photographs of the whole school, pupils and staff.

A photographic album of the school (but mainly of Wharflands house) from the Talbot-Griffiths era. Photographs of various staff members, buildings, House prefects, scouts, sporting photos (steeplechase, water-polo, rugby), House photos (Wharflands), Drama photos (Midsummer's Nights Dream and Macbeth 1953), The 1953 Elizabethan Fair, Form 4A photo (1951 and 1953), The choir, the Memorial Library opening, a christening, the visit to RCAF N.Luffenham Swindells, and the proclamation of Queen Elizabeth II.

This sub-series contains photographs of the boys in Deanscroft. It covers the whole history of the boarding since its inception in 1948, up to 1988 when the boys were transfered to the new Haywoods house.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.